A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365
文献类型:期刊论文
作者 | Ma, ZC; Zhang, JJ; Kong, FZ |
刊名 | CARBOHYDRATE RESEARCH
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出版日期 | 2004 |
卷号 | 339期号:1页码:43-49 |
关键词 | Oligosaccharide Rhamnose Glucosamine |
DOI | 10.1016/j.carres.2003.09.014 |
英文摘要 | A concise synthesis of two isomeric pentasaccharides, alpha-L-Rhap-(1-->2)-alpha-L-Rhap-(1-->3)-alpha-L-Rhap-(1-->3)-[beta-D-GlcpNAc-(1--> 2)]-alpha-L-Rhap (A) and alpha-L-Rhap-(1-->2)-alpha-L-Rhap-(1-->3)-[beta-D-GlcpNAc-(1-->2)]-alpha-L-Rhap-(1-->3)-alpha-L-Rhap (B), the O repeats from the lipopolysaccharides of Pseudonomonas syringae pv. porri NCPPB 3364(T) and 3365 was achieved via assembly of the building blocks, allyl 3,4-di-O-benzoyl-alpha-L-rhamnopyranoside (1), 2,3,4-tri-O-benzoyl-alpha-L-rhamnopyranosyl trichloroacetimidate (2), allyl 4-O-benzoyl-3-O-chloroacetyl-alpha-L-rhamnopyranoside (6), 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl trichloroacetimidate (7), and allyl 2,4-di-O-benzoyl-alpha-L-rhamnopyranoside (10). Coupling of 1 with 2 followed by deallylation and trichloroacetimidate formation gave the disaccharide donor 5, while condensation of 6 with 7, followed by dechloroacetylation, offered the disaccharide acceptor 9. Then, 5 was coupled with 10 to obtain the trisaccharide 11, and subsequent deallylation and trichloroacetimidate formation furnished the trisaccharide donor 13. Coupling of 9 with 13, followed by deprotection, afforded pentasaccharide 19, while condensation of 9 with 5, followed by deallylation and trichloroacetimidate formation, gave the tetrasaccharide donor 16, whose coupling with 10 and subsequent deprotection yielded another pentasaccharide 22. (C) 2003 Elsevier Ltd. All rights reserved. |
WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
WOS记录号 | WOS:000187803900005 |
源URL | [http://ir.rcees.ac.cn/handle/311016/23581] ![]() |
专题 | 生态环境研究中心_中国科学院环境生物技术重点实验室 |
推荐引用方式 GB/T 7714 | Ma, ZC,Zhang, JJ,Kong, FZ. A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365[J]. CARBOHYDRATE RESEARCH,2004,339(1):43-49. |
APA | Ma, ZC,Zhang, JJ,&Kong, FZ.(2004).A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365.CARBOHYDRATE RESEARCH,339(1),43-49. |
MLA | Ma, ZC,et al."A concise synthesis of two isomeric pentasaccharides, the O repeat units from the lipopolysaccharides of P. syringae pv. porri NCPPB 3364(T) and NCPPB 3365".CARBOHYDRATE RESEARCH 339.1(2004):43-49. |
入库方式: OAI收割
来源:生态环境研究中心
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